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$1,035,000
3 Beds 3 Baths 220228353 MLS
Tucked at the end of a cul-de-sac, this distinctive single-level home offers the rare feeling of country living right in Ashland. Set on a private, fenced and irrigated acre, it was thoughtfully built with Logix ICF insulated walls, owned solar, radiant-heated floors and energy-efficient windows. Inside, warm wood ceilings, a dramatic skylit cupola, walls of windows and a large fireplace give the home character, while the spacious kitchen features abundant cabinetry and a generous granite island. A large studio/game room adds wonderful flexibility. Outdoors, expansive Trex decking connects to a screened gazebo, pergola and covered patio overlooking mature landscaping, a pond and waterfall, raised garden beds and fruit trees, with mountain and valley views beyond. Oversized 2-car garage, workshop/storage and RV/boat parking. Near the bike path, schools and Hunter Park--peaceful, private and wonderfully connected to town.

145 Normal Avenue, Ashland

$1,950,000
3 Beds 3 Baths 220228333 MLS
Welcome to Red's Cabin, an original homestead on Howard Prairie Lake, never before offered for sale. Held by the family since 1889, this 9.12-acre lakefront estate spans five generations. Built in 2008 to honor that legacy, the 2,907 SF, 3 bed, 3 bath home showcases custom juniper woodwork, exposed timber, vaulted ceilings, a dramatic stone fireplace and an upstairs loft/game room. Offered fully furnished, the home is on-grid with security panels for all main-level windows. A balcony off the bunk room overlooks an impressive permitted pond fed by a year-round spring-fed stream you can hear from the house. A covered outdoor fireplace sits streamside, joined by a bocce court and detached garage. The estate includes 4.1 acres of water rights, adding to its rare combination of water, recreation and mountain setting. Gated with direct access to public lands, Howard Prairie Lake and the shoreline trail, this is a rare opportunity to own a generational Southern Oregon legacy property.

3665 Hyatt Prairie Road, Ashland

$675,000
3 Beds 3 Baths 220228159 MLS
HYATT PINES RETREAT! Escape to this beautiful year-round mountain sanctuary on 7.76 ac. Tranquil setting & backing to BLM land. Mostly level, nicely treed & surrounded by exceptional homes & towering pines. Across from Hyatt Lake & near Howard Prairie Lake, outdoor adventure is at your doorstep--hiking, swimming, boating, camping, fishing, skiing & more! The home features a striking metal roof, fiber-cement siding, & wood casement windows. Cozy living room w/pellet stove. Main-level primary suite offers deck access, walk-in closet, ensuite bath with walk-in shower. 2nd main-level bedroom across from guest bathroom. Upstairs includes 3rd bedroom, loft, full bath & large bonus room (~23'x16') not included in the 1,912sf. Numerous updates include roof/siding/windows, kitchen, flooring, baths, doors, furnace, water heater. Four outbuildings include two large sheds, well house & garden shed. HOA $500/yr for road maintenance/winterization. Rare blend of privacy, recreation & mountain living!

7696 Hyatt Prairie, Ashland

$699,000
3 Beds 3 Baths 220228031 MLS
Wake up to some of the finest south-facing mountain and valley views the Rogue Valley offers, from a rare 15-acre homestead in the sought-after Pompadour neighborhood, minutes from downtown Ashland. The land carries 13.5 acres of Talent Irrigation District (TID) water rights, plus a 20,000-gallon irrigation pond, a greenhouse, a yurt, and a clean barn with a loft and stalls. The property is fenced, with everything needed to restore it to a fully working farm. The main home offers a 3-bed/3-bath open-plan layout with vaulted ceilings, a beautiful kitchen, multiple fireplaces, hardwood floors, and a bonus room, with a two-family setup option. A detached 2-car garage with extra living space rounds it out. The home and grounds have deferred maintenance, and the price reflects the work required to restore it, including an ATT septic system, irrigation repairs, and a bridge over the irrigation ditch to reach the lower 5 acres. Cash or an FHA 203(k) rehab loan preferred.

320 Gaerky Creek Road, Ashland

$895,000
3 Beds 3 Baths 220227806 MLS
Just steps from historic Lithia Park, this special property sits in one of Ashland's most desirable neighborhoods. Offering over 3,000 sq ft on .63 acres, this private home blends timeless character, mid-century charm and flexibility. The main level features two bedrooms, a full bath, an oversized living room with wood-burning fireplace, kitchen and dining area. The lower level offers a den with adjoining bonus room-ideal as an office, gym, media room or studio-plus laundry and a brand-new full bath with tile floors and shower. A separate, self-contained living space has its own living room, full kitchen, full bath and bedroom-ideal for guests, extended family, or potential ADU use. Recent upgrades include a new roof (2026), ducted HVAC heat-pump system, and a mini-split for the additional living space, all within two years. Outside, enjoy privacy, decks, lawn, water feature, circular driveway and carport with storage, plus easy access to Ashland's world class trail system. Tour today!

152 Strawberry Lane, Ashland

$995,000
3 Beds 3 Baths 220227627 MLS
UNOBSTRUCTED VIEWS OF MT. SHASTA from the residence and not just somewhere on the property. Discover a rare mountain retreat, about 54± acres, where you can enjoy amazing privacy, peace, and stunning views of Mt. Shasta and Mt. McLoughlin without any obstructions. This unique lodge-style home boasts impressive massive post-and-beam construction and timeless design. The 3-bed, 2-bath home features an open great room w/floor-to-ceiling windows & breathtaking views. The expansive deck is perfect for sunsets, entertaining, & enjoying peaceful mountain life. A separate 1-bedroom guest cabin with its own deck and beautiful views adds extra privacy and flexibility. It's perfect as a main home, a luxurious second home, a family retreat, or a creative escape. You'll find it about 3 miles from Mt. Ashland Ski Area & 15 miles from the lively downtown Ashland. This is a truly unique chance to experience remarkable architecture, acreage, recreation, tranquility, and extraordinary natural beauty

480 Mount Ashland Ski Road, Ashland

$669,000
4 Beds 2 Baths 220227582 MLS
This beautiful recently renovated ranch is home located just 15 minutes from Ashland. Step inside to hickory hardwood floors, an open floor plan and unobstructed million-dollar panoramic views of Emigrant Lake, Pompadour Bluff, Grizzly Peak and the Siskiyou Mountains. Several french doors offer an immersive indoor-outdoor living concept with an ample patio perfect for dining and BBQing. The fourth extra large bedroom is adjacent to a solarium that would make a fantastic hot tub space. This 7+ acre mini-ranch is fully fenced and gated, with an interior dog fence line that is approximately two acres. Irrigated with water rights from a spring source, the ample lawn space is a dream come true. This versatile property features offer multiple workshops, a greenhouse, a paved basketball court, two carports, plenty of parking for RVs, boats, trailers and so much more. This one wont last long!

2590 Siskiyou Highway, Ashland

$1,375,000
4 Beds 4 Baths 220227401 MLS
Stunning, one-of-a-kind modern Craftsman just two blocks from downtown Ashland. An inviting open floor plan features hickory hardwood floors, a chef's kitchen with leathered granite, Italian tile, and expansive floor-to-ceiling bi-fold doors framing panoramic Siskiyou Mountain views. Upstairs, vaulted ceilings, exposed beams, skylights with automatic blinds, and beautifully appointed bedrooms create exceptional character and natural light. The finished daylight basement, currently an artist studio, offers separate exterior access, a home gym, and two bonus storage rooms--ideal for a second living space or potential ADU. The multiple levels of this versatile spacious home amount to an accumulative 3,589 Sq ft of sleek, inspiring living space. Outside, enjoy immaculate low-maintenance landscaping and a dog run. R-2 zoning and alley access add exciting development and short-term rental potential. Buyer to perform own due diligence.

533 Fairview Street, Ashland

$515,000
5 Beds 3 Baths 220227392 MLS
Tucked away at the end of a private country lane, this unique Ashland property offers privacy, flexibility and a peaceful rural setting. The 1,412 sq. ft. main home features 3 bedrooms, 1½ baths and a beautifully remodeled kitchen with newer cabinetry, wood-grain tile flooring and an indoor BBQ. Recent improvements include a new roof, HVAC system, well pump and pressure tank, plus UV water filtration. The well last tested at 8 GPM. Starlink provides internet, and gutter guards add convenience. A separate 1996 manufactured home offers county-approved living area for 2 bedrooms, a bath and utility area, with its own electric meter. RV hookups and generous parking add flexibility. Enjoy established fruit trees, grapes, raised garden beds, greenhouse and chicken coop. A rare opportunity for comfortable country living with an Ashland address.

728 W Valley View, Ashland

$695,000
5 Beds 4 Baths 220227203 MLS
Charming 5 bedroom 4 bath home offers 2,487 sqft of living space on an oversized .55 acre lot, set in a highly sought after neighborhood just minutes from shopping, dining and the historic Ashland Plaza! The spacious floor plan provides plenty of room for everyday living, hosting and creating dedicated spaces for work, hobbies or relaxation. Two fireplaces add warmth and character, while the multiple sliding doors allow natural light to flood the living areas. One bathroom features an ADA accessible shower with floor to ceiling tile and custom stone, delivering both style and functionality. Outside, the beautifully landscaped lot offers an ideal setting for gardening or entertaining while providing convenient parking for multiple RVs, campers, trailers or boats. Don't wait, your next chapter starts here!

485 Orchard Street, Ashland

$2,800,000
3 Beds 6 Baths 220226424 MLS
Dana Campbell Vineyards is a legacy wine business offering multiple avenues for growth with unparalleled proximity to Ashland's renowned cultural amenities. Seller-carried financing available. Elegantly remodeled tasting room residence with three guest suites ideal for boutique hospitality, panoramic valley views, great room with service bar and gas fireplace, catering kitchen, break room, ADA-compliant bathrooms. Expansive paver patio, outdoor speakers, gas fire pit, composite deck and pergola with retractable awning, bocce ball court, and rose garden. State-of-the-art cold storage facility or potential winery building with glycol cooling system, fully irrigated acreage with southern exposure, over 13,000 established vines of eight estate-grown varietals producing 2,200 cases per year, seven additional acres ready for planting, wind turbine, frost fan, and all essential equipment included for turnkey tasting room operations. Inquire for additional details of untapped revenue streams!

1320 N Mountain Avenue, Ashland

$1,695,000
3 Beds 4 Baths 220224372 MLS
Exclusive equestrian property just outside Ashland! This 8+ acre unique estate has it all, from the beautiful single level updated home with stunning views of Grizzly Peak, to the well-equipped horse facilities & fully irrigated pastures. Horse boarder's dream w/ 8+ paddocks, 7 cross-fenced pastures w/ more stables, 9000+ sf sand-filled covered arena w/ lighting for night riding, hay barn, & water access to Tolman Creek. Gorgeous 3 bed, 4 bath 3765 sf custom home surrounded by lush landscaping, welcomes w/ beautiful hardwood floors, vaulted ceilings, exquisite kitchen, closed in patio, custom built-ins, & topped off w/ a 1000 bottle wine cellar. Light & bright primary suite features magnificent windows & a spa-like bathroom w/ jetted soaking tub, custom slate tile shower, heated floor & dual sinks. Step from the open concept living to a refreshing oasis boasting of a solar-heated pool, hot tub, peaceful water feature, & a tranquil pond full of bass and blue gill that beckons to stay.

550 Crowson Road, Ashland

$399,000
1 Beds 1 Baths 220226151 MLS
Affordable opportunity to own 2.14 acres and finish building a newer, 688-sqft tiny home nestled on private acreage, just 15 minutes from downtown Ashland. This existing permitted general purpose building, is ready to be converted into a 1-bedroom, 1-bathroom layout. Property features outdoor sauna, small seasonal pond, and high-producing well (11 GPM with pump, 41 GPM raw). Built in 2014, the existing permitted structure currently includes an unfinished kitchen & dining room. Purchase property as-is with cash (see MLS listing # 220226037) for $275,000 or finance the construction using a rehab loan with this listing. List price is an estimate on the the total costs including the land purchase and the amount needed to finish it, based on estimate by contractor ($129,000). Buyer to due their own due-diligence. Buyer to enter into a separate building contract with contractor of their choice outside of escrow. Final price to be determined at a later date when Rehab package is finalized.

4712 Old Highway 99 S, Ashland

$999,999
3 Beds 2 Baths 220226122 MLS
Welcome to 501 Carter Lane, a fully flat, usable property offering the ultimate blend of agricultural potential and incredible income generation! This upgraded 2,680 sqft. house is surrounded by amazing mountain views and features an 800 sq. ft. barn home, cottage, cabin, and a tiny home. The estate boasts tons of Airbnb rental income opportunity, with a 9-year 5-star Superhost history generating up to $100k+ annually. Built for growth, this farm features OMMP/ODA licensed gardens, greenhouses, and fertile soil. You'll find amazing, crystal-clear water with an endless well, irrigation ponds, and a 1-million-gallon TID water allocation. With upgraded electrical throughout and tons of equipment for farming included, it's a turnkey operation ready for your crops. Whether you want to farm, host guests, or move the whole family into this unique dream property, your endless possibilities await!

501 Carter Lane, Ashland

$3,995,000
2 Beds 1 Baths 220225545 MLS
The Four Corners Ranch offers 897.32 acres of productive timberland on the south side of Mount Ashland, near the California border. This is a rare legacy holding that pairs a strong timber inventory with live water, recreation, and several structural improvements. Elevations range from 3,600 to 4,900 feet across varied topography, supporting consistent, reliable timber growth. Current stocking is estimated at 7.7 MMBF Douglas fir, 4 MMBF white fir, 5.9 MMBF pine, and just under 1 MMBF cedar. Located in the Rogue hunting unit, an area known to produce quality black-tailed deer, the ranch is ideal for hunting and outdoor recreation. Live water, diverse terrain, and direct access to vast public lands add to its appeal. Whether acquired for merchantable timber value or held as a generational asset, the Four Corners Ranch is a genuine opportunity to own a productive expanse of land in Southern Oregon. Additional documentation available upon request.

Hungry Ridge, Ashland

$1,650,000
4 Beds 4 Baths 220225369 MLS
First time on the market for this one-of-a-kind custom ICF-built home with breathtaking panoramic views! This 4 bed, 3.5 bath, 4,972 sqft home offers a main-level office, multiple large storage rooms, and plenty of space for entertaining. The upper level features a spacious primary suite with a private balcony, plus (2) additional bedrooms and a bonus loft (not included in storage). The lower level is ideal for multigenerational living with a large entertainment area, wet bar, bedroom, bathroom, and bonus office/storage space. Situated on 14.78 acres, (house on 1 acre), 13.8 acres currently in hay production, with rare dedicated unlimited TID irrigation. Propane has been plumbed both interior and exterior to add a fireplace or connect your BBQ if desired. Also includes an approx. 1,500 sqft detached shop, barn with (6) 12x12 stalls, riding arena, plus (2) full RV hookups and 50-amp available at the barn, and endless opportunities for horses, livestock, or hobby farming.

40 Ashland Acres Road, Ashland

$1,650,000
4 Beds 4 Baths 220225368 MLS
Welcome to this one-of-a-kind custom ICF-built home with breathtaking panoramic views just minutes from downtown Ashland! This 4 bed, 3.5 bath, 4,972 sqft home offers a main-level office, multiple large storage rooms, and plenty of space for entertaining. The upper level features a spacious primary suite with a private balcony, plus (2) additional bedrooms and a bonus loft (not included in storage). The lower level is ideal for multigenerational living with a large entertainment area, wet bar, bedroom, bathroom, and bonus office/storage space. Situated on 14.78 acres, (house on 1 acre), 13.8 acres currently in hay production, with rare dedicated unlimited TID irrigation. Propane has been plumbed both interior and exterior to add a fireplace or connect your BBQ if desired. Also includes an approx. 1,500 sqft detached shop with 3-phase electrical, barn with (6) 12x12 stalls, riding arena, plus (2) full RV hookups and 50-amp also available at the barn. A must-see incredible property!

40 Ashland Acres Road, Ashland

$765,000
3 Beds 2 Baths 220225306 MLS
Rolling pastures, gentle hills & gorgeous Mt. Ashland views create an exceptional setting for this beautifully updated single-level home on 6.85 acres. Rebuilt from the studs in 2004, it blends timeless craftsmanship with a light-filled, open design where every room connects to the surrounding landscape. Vaulted ceilings, expansive view windows, maple hardwood floors, custom Shaker-style woodwork, fir doors, built-ins & two fireplaces add warmth and character. The spacious kitchen with sunny breakfast nook opens to wraparound decking & gardens, inviting outdoor living amid sweeping views, colorful seasonal blooms, spectacular sunsets & brilliant star-filled skies. The rebuild included updated plumbing, electrical, Milgard windows, raised ceilings, remodeled kitchen & baths, added living space, on-demand hot water & underground utilities. Outbuildings with animal shed & approx. 850-sf shop complete this peaceful, private retreat, above the fog, below the snow & just 10 minutes to town

2815 Dead Indian Memorial Road, Ashland

$996,000
5 Beds 3 Baths 220225227 MLS
Beautifully restored 1908 classic home located on a rare R2 zoned double lot just blocks from downtown Ashland's theatres, restaurants, galleries, and parks. MAIN RESIDENCE Featuring 3 bedrooms and 2 full baths, interior highlights include original fir floors, high ceilings, designer lighting, updated kitchen, pantry and abundant natural light throughout. Flexible layout supports guest space, office, or extended living arrangements. LOWER LEVEL Remodeled with separate entrance, kitchen, bedroom and full bathroom offering independent living space. Foundation of main home was updated in 1997 with central heat, air, electrical and plumbing systems. DETACHED COTTAGE Separate remodeled cottage with bedroom and bath ideal for additional flexible living needs, guest suite, or office. OUTDOOR FEATURES Mature landscaping with fenced yard, irrigation, water feature, dry sauna, spa, storage shed, and ample off street parking. ADDITIONAL HIGHLIGHTS R2 zoning ideal for income producing living.

541 Fairview Street, Ashland

$1,200,000
5 Beds 3 Baths 220224554 MLS
One-of-a-kind Southern Oregon retreat just minutes from Ashland! A remarkable property offering a rare blend of privacy, craftsmanship and income potential in a private park-like setting with mature trees. This custom-built 5 bedroom home showcases soaring ceilings, walls of windows with views of Emigrant Lake/Grizzly Peak, large breakfast nook, custom pine log features/dramatic curved staircase, hardwood floors, granite/travertine countertops, floor-to-ceiling fireplace, large 3rd floor bonus wing, 1900+ sq. ft. wraparound cedar deck, workshop, charming playhouse and covered carport. The 1st floor ADU currently operates as a successful AirBNB with 2 bedrooms, beautiful kitchenette, granite countertops, stunning tile bathroom, ADA access, private driveway and entrance, for use as continued rental income or separate multigenerational family living. A former homesite offers additional potential. Rarely does a property combine this level of quiet privacy, quality and versatility.

4567 Old Highway 99 S, Ashland

$735,000
220224513 MLS
Fully renovated home by Coleman Creek Construction with detached studio and garage on rare E-1 zoned acreage with development potential in city limits! Charming front porch and covered wrap-around patio, open-concept living area with double-height vaulted ceiling, kitchen with quartz dining counter, designer lighting, and stainless appliances including gas range oven. Main-level primary suite with skylights, glass door to back patio with retractable awning, and full ensuite bathroom with quartz vanity, deep soaking tub, and oversized shower with seamless glass and tile surround. Additional main-level bedroom and full guest bathroom with quartz vanity, stacked washer dryer, and tiled shower. Vaulted upper-level media room, office, or third bedroom. Detached studio with quartz dining counter, stainless appliances including electric range oven, full bathroom with quartz vanity, tub shower, washer dryer, plus two-car garage. Ample off-street boat or RV parking. Inquire for details!

593 Crowson Road, Ashland

$235,000
2 Beds 1 Baths 220223508 MLS
The cabin of your dreams is waiting for you just 35 minutes from downtown Ashland at The Cabins at Hyatt Lake. Tucked into the trees near the shores of the Lake, this peaceful mountain getaway offers the kind of escape people search for and rarely find. With one of the larger and more desirable layouts, the added bump-out creates extra room to relax, gather, and enjoy every season. Vaulted wood ceilings, warm natural light, and a spacious open living area create an inviting place to unwind after a day on the lake, hiking nearby trails, or winter adventures in the snow. Step outside to the wraparound deck, enjoy coffee in the crisp mountain air, soak in the hot tub, and take in the quiet forest setting. Never used as a rental, this fully furnished retreat is truly turnkey. Main-level bedroom and bath, loft sleeping space above, and an oversized shared 2-car garage for boats, gear, and toys complete the package. Just a short walk to the lake and endless outdoor recreation year-round.

7979 Hyatt Prairie Road 42 Unit 42, Ashland

$12,000,000
7 Beds 19 Baths 220223437 MLS
Chateau at Belle Fiore is one of Oregon's most extraordinary estates. Spanning over 17,400 sqft across 4 levels, this French-inspired masterpiece offers 7 bedrooms, 19 bathrooms, and exceptional craftsmanship throughout. An elevator services all floors, including an 8,000 sqft lower level with a wine room, game room, gentleman's lounge, multiple wine bars, and expansive entertaining spaces. Premium finishes include custom cumaru flooring, granite surfaces, and intricate architectural detailing. Set on 17+ acres, including 12+ irrigated acres and a producing vineyard, the estate is ideal for private enjoyment, weddings, retreats, and special events. Exterior features include hand-chiseled golden granite, a hand-cut slate roof, custom copper gutters, dormers, and downspouts. A 2,500+ sqft carriage house, 4-car garage, prep kitchen, and grand gathering spaces complete this iconic estate. Business assets and inventory available, subject to applicable licensing and regulatory requirements.

200 Belle Fiore Lane, Ashland

$26,000,000
7 Beds 19 Baths 220223434 MLS
Belle Fiore Estate Winery and Chateau is Oregon's most extraordinary vineyard estate and is for sale for the first time ever. The French-inspired Chateau is one of the largest homes in Oregon, spanning over 17,400+ sqft; it has four levels, 5 bedrooms, 19 bathrooms, a 4-stop elevator, vineyard, 2 bedroom 2500+ sqft carriage house, 4-car garage, resort style pool, hand-cut slate roof, custom copper detailing, and one of a kind craftsmanship throughout. ~ Separately, the Winery features a 32-acre vineyard with 14 distinguished grape varietals. The 27,000+ sqft Italian basilica-inspired facility includes tasting rooms, a ceremonial barrel room, ballroom, restaurant, outdoor dining areas, panoramic views of the Rogue Valley, and a commercial production facility with extensive refrigerated wine storage. Set on nearly 70 acres, this offering includes 49+ acres of water rights. Business assets and inventory available, subject to applicable licensing and regulatory requirements.

200 Belle Fiore Lane, Ashland

$2,140,000
5 Beds 5 Baths 220223401 MLS
Rare 203-acre Ashland estate with sweeping south-facing views offers a resort setting tucked away at the end of a mountain road. Completed in 2015, the 7,468 sq ft Craftsman residence was designed for beauty and function. The main level showcases two primary suites, two additional oversized bedrooms, expansive living and family rooms, and a gourmet kitchen. One walnut staircase leads to a private loft while a second stairway leads to a spacious upper level bonus room. The partially finished daylight basement has exterior and patio access. The original 1,812 sq ft home is now an amazing fully finished flex space, ideal for guests, office, studio, or recreation. Surrounded on three sides by the Siskiyou Cascade National Monument for vast recreational opportunities. The property offers pasture, wooded terrain, and creek frontage. This rare legacy estate delivers self sufficiency, seclusion, and unparalleled outdoor access while remaining within reach of Ashland's renowned amenities.

22494 Jefferson Road, Ashland

The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

The data relating to real estate for sale on this web site comes in part from the Internet Data Display (IDX) of the Southern Oregon Multiple Listing Service. Real estate listings held by brokerage firms other than our company are marked with the IDX logo and detailed information about them includes the name of the listing brokers. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information subject to change and should be independently verified. Listing content is copyright © 2018 SOMLS, Medford, Oregon. Last updated: